Showing metabocard for D-Glucuronic acid 1-phosphate (BMDB0003976)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:07:12 UTC
Update Date2020-05-11 20:40:48 UTC
BMDB IDBMDB0003976
Secondary Accession Numbers
  • BMDB03976
Metabolite Identification
Common NameD-Glucuronic acid 1-phosphate
DescriptionD-Glucuronic acid 1-phosphate, also known as D-glucuronate-1-p or delta-glucuronate 1-phosphate, belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. D-Glucuronic acid 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-O-Phosphono-D-glucopyranuronic acidHMDB
1-Phospho-a-D-GlucuronateHMDB
1-Phospho-alpha-D-GlucuronateHMDB
a-D-Glucopyranuronic acid 1-phosphateHMDB
a-D-Glucuronic acid 1-phosphateHMDB
alpha-D-Glucuronate 1-phosphateHMDB
alpha-D-Glucuronic acid 1-phosphateHMDB
alpha-D-Glucopyranuronic acid 1-phosphateHMDB
D-Glucuronate 1-phosphateHMDB, Generator
D-Glucuronate-1-PHMDB
D-Glucuronate-1-phosphateHMDB
D-Glucuronic acid 1-phosphateHMDB
Glucuronate-1-PHMDB
Glucuronate-1-phosphateHMDB
Glucuronic acid 1-phosphateHMDB
D-Glucuronic acid 1-phosphoric acidGenerator
α-D-Glucopyranuronic acid 1-phosphateHMDB
α-D-Glucuronic acid 1-phosphateHMDB
Chemical FormulaC6H11O10P
Average Molecular Weight274.1193
Monoisotopic Molecular Weight274.008983084
IUPAC Name(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(phosphonooxy)oxane-2-carboxylic acid
Traditional Nameglucuronic acid 1-phosphate
CAS Registry Number13168-11-1
SMILES
O[C@@H]1[C@@H](O)C(OP(O)(O)=O)O[C@@H]([C@H]1O)C(O)=O
InChI Identifier
InChI=1S/C6H11O10P/c7-1-2(8)4(5(10)11)15-6(3(1)9)16-17(12,13)14/h1-4,6-9H,(H,10,11)(H2,12,13,14)/t1-,2-,3+,4-,6?/m0/s1
InChI KeyAIQDYKMWENWVQJ-AQKNRBDQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlucuronic acid derivatives
Alternative Parents
Substituents
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Beta-hydroxy acid
  • Monoalkyl phosphate
  • Hydroxy acid
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Phosphoric acid ester
  • Pyran
  • Alkyl phosphate
  • Secondary alcohol
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carboxylic acid derivative
  • Polyol
  • Carboxylic acid
  • Alcohol
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-3.441Not Available
Predicted Properties
PropertyValueSource
logP-1.7ALOGPS
logP-2.7ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)1.15ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area173.98 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.66 m³·mol⁻¹ChemAxon
Polarizability20.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052b-9210000000-91503db5b551dadb9675View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-000w-5593680000-6e0281d42f39758218b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9140000000-084c0e4f4c4a5be9de3dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9250000000-09e248d29741aec1044eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9200000000-b3ab5301cd7a08a10824View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00ba-8390000000-8b3c5d20411d34f04721View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9020000000-26126d6f2f7769393410View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-75ca78f7a2ee59d6bb7fView in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003976
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023278
KNApSAcK IDNot Available
Chemspider ID389532
KEGG Compound IDC05385
BioCyc IDNot Available
BiGG ID45711
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440650
PDB IDNot Available
ChEBI ID35145
References
Synthesis ReferenceHeeres, Andre; Van Doren, Henk A.; Gotlieb, Kees F.; Bleeker, Ido P. Synthesis of a- and b-D-glucopyranuronate 1-phosphate and a-D-glucopyranuronate 1-fluoride: intermediates in the synthesis of D-glucuronic acid from starch. Carbohydrate Research (1997), 299(4), 221-227.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available